Todd Paul defeated Steven Kane 6-4 7-5 in the Canada F1 round of 32 on hard. The result followed the form book — Todd Paul came in leading the head-to-head 1–0. Todd Paul extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-12 | USA F11 | R32 | clay | Todd Paul | 6-3 6-2 |